844-20-2

Basic information

• Product Name: 9-PHENYLPHENANTHRENE
• Synonyms: 9-PhenyIphenanthrene;9-PHENYLPHENANTHRENE
• CAS NO: 844-20-2
• Molecular Formula: C₂₀H₁₄
• Molecular Weight: 254.33
• Mol File: 844-20-2.mol
• Article Data: 90

Chemical Properties

• Boiling Point: 416.8°C at 760 mmHg
• Flash Point: 199.1°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 8.98E-07mmHg at 25°C
• Refractive Index: 1.703
• CAS DataBase Reference: 9-PHENYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-PHENYLPHENANTHRENE(844-20-2)
• EPA Substance Registry System: 9-PHENYLPHENANTHRENE(844-20-2)

Safety Data

• Hazardous Substances Data: 844-20-2(Hazardous Substances Data)

Usage

General Description

9-Phenylphenanthrene is a polycyclic aromatic hydrocarbon compound composed of a phenanthrene unit with a phenyl group attached at the 9-position. It has a molecular formula of C24H18 and a molecular weight of 306.40 g/mol. 9-Phenylphenanthrene is commonly used in the field of organic chemistry and material science as a building block for various organic synthesis reactions and as a starting material for the preparation of other functionalized organic compounds. It is also of interest in the study of organic semiconductor materials due to its potential electronic and optical properties. Additionally, 9-Phenylphenanthrene has been studied for its potential bioactive properties and is the subject of ongoing research in the field of medicinal chemistry.

InChI:InChI=1/C20H14/c1-2-8-15(9-3-1)20-14-16-10-4-5-11-17(16)18-12-6-7-13-19(18)20/h1-14H

Upstream product

• 110-89-4 piperidine 
• 60-29-7 diethyl ether 
• 947-72-8 9-chlorophenanthrene 
• 591-51-5 phenyllithium 
• 501680-77-9 1-biphenyl-2-yl-2-methoxy-ethanone 
• 58-72-0 Triphenylethylene 
• 1174-67-0 4-benzyl-2,4-diphenyl-5,6,7,8-tetrahydro-4H-chromene 
• 4707-75-9 (2-(2-bromophenyl)ethene-1,1-diyl)dibenzene 
• 2510-53-4 Phenanthrene-9,10-dicarboxylic anhydride 
• 71-43-2 benzene 
• 57704-78-6 1-(biphenyl-2-yl)-1-phenylethylene 
• 318-13-8 [1,1'-biphenyl]-2-diazonium tetrafluoroborate 
• 536-74-3 phenylacetylene 
• 120270-47-5 phenanthrene-9-yl trifluoromethanesulfonate 

Downstream Products

• 5235-80-3 9,10-dihydro-9-phenylphenanthrane 
• 851901-84-3 9-bromo-10-phenylphenanthrene 
• 6630-85-9 2'-benzoyl[1,1'-biphenyl]-2-carboxylic acid 

Relevant articles and documents

Radiative depopulation of the excited intramolecular charge-transfer state of 9-(4-(N,N-dimethylamino)phenyl)phenanthrene

Intramolecular photoinduced electron transfer in 9-(p-N,N-dimethylanilino)phenanthrene (9DPhen) has been studied in solution. The solvent dependence of the fluorescence spectra of 9DPhen indicates that the emission occurs from a highly polar excited state

Rediscovering Bacon's hydrazine/phenylhydrazine mediated cyclization of 2,2′-dicarbonylbi(hetero)aryls: Construction of (5-azo)-/indazolo[2,3-: A] quinolines

Hydrazine/phenylhydrazine-mediated reductive dicarbonyl coupling reactions have been carried out under mild conditions to provide polycyclic aromatic compounds and azo-substituted polyaromatic compounds. This method has a broad substrate scope with good functional group compatibility. This journal is

Palladium-Catalyzed Sequential Vinyl C–H Activation/Dual Decarboxylation: Regioselective Synthesis of Phenanthrenes and Cyclohepta[1,2,3-de]naphthalenes

The application of a C(vinyl), C(aryl)-palladacycle from vinyl-containing substrates is challenging due to the interference of a reactive double bond in palladium catalysis. This Letter describes a [4 + 2] or [4 + 3] cyclization based on a C(vinyl), C(aryl)-palladacycle by employing α-oxocarboxylic acids as the insertion units under a palladium/air system. The reaction proceeded through the key vinyl C–H activation and dual decarboxylation sequence, forming phenanthrenes and cyclohepta[1,2,3-de]naphthalenes regioselectively in good yields. The synthetic versatility of this protocol is highlighted by the gram-scale synthesis and synthesizing functional material molecule.

Cobalt?NHC Catalyzed C(sp2)?C(sp3) and C(sp2)?C(sp2) Kumada Cross-Coupling of Aryl Tosylates with Alkyl and Aryl Grignard Reagents

The first cobalt-catalyzed cross-coupling of aryl tosylates with alkyl and aryl Grignard reagents is reported. The catalytic system uses CoF3 and NHCs (NHC=N-heterocyclic carbene) as ancillary ligands. The reaction proceeds via highly selective C?O bond functionalization, leading to the corresponding products in up to 98 % yield. The employment of alkyl Grignard reagents allows to achieve a rare C(sp2)?C(sp3) cross-coupling of C?O electrophiles, circumventing isomerization and β-hydride elimination problems. The use of aryl Grignards leads to the formation of biaryls. The C?O cross-coupling sets the stage for a sequential cross-coupling by exploiting the orthogonal selectivity of the catalytic system.